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Isle of Wight

The exterior of Rosetta Cottage and East Rosetta Cottage, Isle of Wight
Rosetta Cottage and East Rosetta Cottage - the door and four windows to the left are East Rosetta and the two windows to the right are Rosetta, Isle of Wight | © National Trust/Mike Henton

Head across the water for an island break. With secluded beaches, chalky cliffs and a coastline that features fossils and dinosaur footprints, the Isle of Wight has lots to offer. You'll also find gardens, forts and a windmill, in more than 5,000 acres of countryside.

Available in Cowes Week...

Cowes Week 2026 takes place from Saturday 1 August to Friday 7 August, marking the historic 200th anniversary of the world's longest-running sailing regatta, and it's not too late to grab a great place to stay.

The exterior at East Rosetta Cottage, Isle of Wight

East Rosetta Cottage 

On the seafront at Cowes, this beautiful 19th century house is full of original features.

Isle of Wight

6 guests
Dogs welcome: 0
The exterior of Little Chert, St Lawrence, Isle of Wight

Little Chert 

A stylish 70s hang-out, high on a wooded cliff with fabulous views.

Isle of Wight

2 guests
Dogs welcome: 0
The surrounding area of Pomone and Irex, Isle of Wight

Irex 

One in a row of former coastguard cottages with uninterrupted views of the sea, the sunset and the night sky, on the cliffs of the Needles Headland.

Isle of Wight

5 guests
Dogs welcome: 2
The exterior of Knowles Farm Cottage, nr Ventnor, Isle of Wight

Knowles Farm Cottage 

This rural escape is at the island's most southerly tip, with views of a Victorian lighthouse.

Isle of Wight

4 guests
Dogs welcome: 1

Featured cottages

From stone farm cottages to a converted club house and a rustic cabin, there are all sorts of holiday stays to choose from on the Isle of Wight.

The balcony at Chert, St Lawrence, Isle of Wight

A 70s-styled, modernist home 

Chert is in the quiet residential area of St Lawrence, high on a wooded cliff with a large balcony. In half an hour, you can walk to vibrant Ventnor, with its arts scene and independent cafés, bars and restaurants. Sleeps four. Next door, Little Chert is full of original retro features from the formica bathroom to the sleek wall bed. Sleeps two.

Isle of Wight

4 guests
Dogs welcome: 0

Search dog-friendly cottages 

With dog-friendly beaches on all sides of the island, the Isle of Wight is a great spot for a holiday with your dog. Image: Pomone, Isle of Wight

The sitting room at Pomone, Isle of Wight
The exterior of Rosetta Cottage and East Rosetta Cottage, Isle of Wight

Rosetta Cottage 

The Rosetta Cottages are neighbours (Rosetta and East Rosetta) in a converted Victorian manor on the seafront at Cowes. You can walk into town and to the marina, and watch passing ships and yachts from your garden.

Isle of Wight

10 guests
Dogs welcome: 0

Surfing and cycling holidays on the Isle of Wight

Find a place to stay near a great surfing spot, or bring your bike and enjoy the island's cycle routes.

Surfing holidays on the Isle of Wight 

For a surfing trip minus the crowds, head to the southern fringes of this small island. You can drive from one end to the other in less than an hour to scout for the best breaks.

National Trust Surf Ambassador surfing at Sandymouth, Cornwall

Cycling on the Isle of Wight

The Isle of Wight is a top cycling destination, for routes from the hilly, 65-mile 'Round the island cycle route' to trails perfect for beginners and families. All cottages have private gardens with space to padlock your bike, and some have bike sheds or storage. Leave the car and bring your bike on the hovercraft. Image: Newtown Cabin on the Newtown National Nature Reserve

The exterior of Newtown Cabin, Isle of Wight

Travel offers for the Isle of Wight

Crossing the water is all part of the experience on an Isle of Wight holiday.

Book your ferry early as there can be high demand for popular crossing times at busy times of the year. There are currently three options available depending on your preferred route. Image: 1 and 2 Compton Farm Cottages

The surrounding area of Pomone and Irex, Isle of Wight

Wightlink Ferries 

National Trust Holidays guests receive a 25% discount with Wightlink ferries between Lymington and Yarmouth, Portsmouth and Fishbourne and the catamaran between Portsmouth and Ryde (foot passenger service only). The discount is applied once you have selected the crossing times in Wightlink's booking system. Image: Knowles Farm Cottage, near Niton

The exterior of Knowles Farm Cottage, nr Ventnor, Isle of Wight

Red Funnel Ferries 

National Trust Holidays guests receive a 25% discount between Southampton and East Cowes in Red Funnel's booking system. The terms and conditions applicable to bookings made through this special arrangement via National Trust (Isle of Wight) are those relating to “Saver Fares”. By booking with Red Funnel, you are agreeing to be bound by their terms and conditions, as available on the Red Funnel website. Image: The OId Club House, near St Helens

The exterior of The Old Club House, St Helens, Isle of Wight

Hovertravel 

Foot passenger hovercraft service only from Portsmouth to Ryde. Image: Old Church Lodge, St Helens

An aerial view of of Old Church Lodge and its grassed garden, Isle Of Wight
An aerial view of Greenlands, with Poole Harbour in the distance, Dorset

Book your holiday

Go on holiday to one of the places in our care for a trip filled with memories, while helping us look after these places well into the future.

Large and neighbouring cottages for group getaways

Choose a large, converted farmhouse, or smaller cottages right next to each other.

The exterior of Mottistone Manor Farmhouse, Mottistone, Isle of Wight

Mottistone Manor Farmhouse 

Mottistone Manor Farmhouse has spacious rooms and a large garden, so family and friends can enjoy a holiday together. Compton Bay is just a five-minute drive away. Dog friendly. Sleeps 14.

Isle of Wight

14 guests
Dogs welcome: 2
The exterior of Pomone, Isle of Wight

Cottages on the Needles headland 

Two holiday cottages - Pomone and Irex - perch high on the cliffs above Alum Bay, surrounded by sea views, chalk cliffs and open downland. Spot migrating birds by day and meteor showers by night. Pomone sleeps four and Irex sleeps five.

Isle of Wight

4 guests
Dogs welcome: 2